$64+ Cheap flights from Jacksonville (JAX) to Caribbean
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/27. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — SJU
Oct 4 — Oct 111
Round-trip
1 adult, Economy
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Find cheap flights from Jacksonville to Caribbean with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Jacksonville to Caribbean
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Cheapest flights from Jacksonville to CaribbeanExplore the most affordable flight options available from Jacksonville to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 4, 2026.
Explore the most affordable flight options available from Jacksonville to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 4, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/37:46 pm -
2 stops17h 48m
Sun 10/114:34 pm -
Nonstop3h 32m
Deal found 8/31![Frontier logo]()
$176
This CheapOair deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/243:20 pm -
Nonstop3h 05m
Sun 9/277:50 am -
Nonstop3h 27m
Deal found 9/1![Multiple Airlines logo]()
$178
This Kiwi.com deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/233:50 pm -
1 stop21h 44m
Sun 9/277:50 am -
Nonstop3h 27m
Deal found 8/30![Multiple Airlines logo]()
$179
This Kiwi.com deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2712:12 pm -
Nonstop3h 04m
Sun 10/45:11 pm -
1 stop25h 50m
Deal found 8/30![Frontier logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/287:46 pm -
2 stops20h 36m
Thu 10/17:50 am -
Nonstop3h 27m
Deal found 9/1![Frontier logo]()
$181
This Orbitz deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/58:48 pm -
Nonstop2h 55m
Sat 12/125:13 pm -
Nonstop3h 39m
Deal found 8/30![Frontier logo]()
$182
This Kiwi.com deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2712:12 pm -
Nonstop3h 04m
Thu 10/15:11 pm -
1 stop25h 50m
Deal found 8/31![Frontier logo]()
$183
This Kiwi.com deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/223:15 pm -
1 stop24h 02m
Sun 9/277:50 am -
Nonstop3h 27m
Deal found 8/30![Multiple Airlines logo]()
$184
This Kiwi.com deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/223:15 pm -
1 stop24h 02m
Thu 9/247:50 am -
Nonstop3h 27m
Deal found 8/30![Multiple Airlines logo]()
$185
This Kiwi.com deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/217:46 pm -
2 stops19h 31m
Sun 9/277:50 am -
Nonstop3h 27m
Deal found 8/30![Frontier logo]()
$186
This CheapOair deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/213:20 pm -
Nonstop3h 05m
Thu 9/247:50 am -
Nonstop3h 27m
Deal found 9/1![Multiple Airlines logo]()
$188
This Kiwi.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/277:46 pm -
1 stop19h 41m
Fri 10/23:42 pm -
1 stop26h 19m
Deal found 9/2![Frontier logo]()
$269
Best flights from Jacksonville to CaribbeanDiscover carefully curated flight deals from Jacksonville to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 4, 2026.
Discover carefully curated flight deals from Jacksonville to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 4, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/243:00 pm -
1 stop22h 34m
Sun 9/277:50 am -
Nonstop3h 27m
Deal found 9/3![Multiple Airlines logo]()
$218
This Southwest deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/93:00 pm -
1 stop9h 10m
Mon 10/125:30 am -
1 stop12h 20m
Deal found 9/1![Southwest logo]()
$256
This JetBlue deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/92:10 pm -
Nonstop3h 07m
Tue 10/1310:00 am -
Nonstop3h 10m
Deal found 9/3![JetBlue logo]()
$266
This Delta deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/85:10 am -
1 stop6h 40m
Wed 11/114:58 pm -
1 stop4h 56m
Deal found 8/30![Delta logo]()
$352
This American Airlines deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/27:29 pm -
2 stops14h 13m
Mon 10/510:27 am -
1 stop13h 32m
Deal found 9/1![American Airlines logo]()
$356
This Justfly.com deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/307:03 pm -
1 stop20h 25m
Mon 11/24:23 pm -
1 stop25h 45m
Deal found 9/4![Frontier logo]()
$418
This Flysmarter deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/278:24 pm -
2 stops16h 59m
Tue 10/64:39 pm -
1 stop7h 20m
Deal found 8/30![British Airways logo]()
$461
This United Airlines deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/96:00 am -
1 stop9h 25m
Fri 11/135:35 pm -
1 stop18h 00m
Deal found 9/1![United Airlines logo]()
$469
This Southwest deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/411:10 am -
2 stops9h 40m
Tue 11/107:40 am -
2 stops10h 20m
Deal found 9/2![Southwest logo]()
$290
This Southwest deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/1411:00 am -
1 stop11h 55m
Thu 9/176:30 am -
2 stops9h 25m
Deal found 8/31![Southwest logo]()
$291
This Delta deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/226:00 am -
1 stop7h 53m
Sat 9/265:05 pm -
1 stop4h 31m
Deal found 9/1![Delta logo]()
$352
This American Airlines deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/296:00 am -
1 stop7h 38m
Wed 9/302:34 pm -
2 stops8h 56m
Deal found 8/31![American Airlines logo]()
$356
This JetBlue deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/297:19 am -
1 stop4h 42m
Wed 9/305:57 pm -
1 stop4h 32m
Deal found 9/3![JetBlue logo]()
$368
This Delta deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/155:05 am -
1 stop6h 48m
Wed 11/184:58 pm -
1 stop4h 56m
Deal found 8/30![Delta logo]()
$352
This Southwest deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/69:40 am -
2 stops13h 30m
Wed 9/168:20 am -
2 stops11h 25m
Deal found 9/1![Southwest logo]()
$322
This JetBlue deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/207:19 am -
1 stop8h 41m
Sat 9/265:57 pm -
1 stop4h 32m
Deal found 8/30![JetBlue logo]()
$368
This Southwest deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/63:35 pm -
2 stops8h 20m
Mon 11/96:35 am -
1 stop12h 50m
Deal found 9/2![Southwest logo]()
$325
This Delta deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/306:00 am -
1 stop7h 53m
Wed 10/71:15 pm -
1 stop7h 25m
Deal found 9/2![Delta logo]()
$372
This American Airlines deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/307:10 am -
1 stop8h 29m
Tue 11/33:26 pm -
1 stop9h 00m
Deal found 8/30![American Airlines logo]()
$418
This JetBlue deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/177:05 am -
1 stop4h 16m
Fri 11/201:45 pm -
1 stop6h 55m
Deal found 8/30![JetBlue logo]()
$383
This United Airlines deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/96:00 am -
1 stop9h 25m
Sat 11/143:25 pm -
1 stop8h 50m
Deal found 8/30![United Airlines logo]()
$480
This Southwest deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/126:15 am -
2 stops10h 25m
Wed 9/1610:30 am -
2 stops9h 15m
Deal found 9/1![Southwest logo]()
$333
This American Airlines deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/88:30 pm -
2 stops15h 32m
Fri 11/131:02 pm -
2 stops9h 28m
Deal found 9/2![American Airlines logo]()
$427
This JetBlue deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/177:00 am -
1 stop6h 20m
Wed 10/2112:20 pm -
1 stop7h 34m
Deal found 9/1![JetBlue logo]()
$391
This United Airlines deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/77:00 am -
1 stop8h 50m
Wed 11/182:50 pm -
1 stop8h 50m
Deal found 9/3![United Airlines logo]()
$500
This Southwest deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/113:50 pm -
1 stop7h 05m
Tue 9/156:00 am -
2 stops10h 45m
Deal found 8/31![Southwest logo]()
$342
This JetBlue deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/267:05 am -
1 stop6h 25m
Fri 10/301:10 pm -
1 stop6h 47m
Deal found 9/3![JetBlue logo]()
$391
This American Airlines deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/216:00 am -
1 stop9h 33m
Sun 2/281:41 pm -
1 stop11h 18m
Deal found 8/30![American Airlines logo]()
$433
This Delta deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/127:10 am -
1 stop6h 22m
Mon 11/163:57 pm -
1 stop8h 56m
Deal found 9/1![Delta logo]()
$446
This JetBlue deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/167:05 am -
1 stop6h 25m
Thu 11/192:15 pm -
1 stop7h 18m
Deal found 8/30![JetBlue logo]()
$391
Last-minute flights from Jacksonville to CaribbeanDiscover last-minute flight deals from Jacksonville to Caribbean. Data last updated September 4, 2026 and is based on user searches.
Discover last-minute flight deals from Jacksonville to Caribbean. Data last updated September 4, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/217:46 pm -
2 stops19h 31m
Sun 9/277:50 am -
Nonstop3h 27m
Deal found 8/30![Frontier logo]()
$186
This CheapOair deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/213:20 pm -
Nonstop3h 05m
Thu 9/247:50 am -
Nonstop3h 27m
Deal found 9/1![Multiple Airlines logo]()
$188
This Kiwi.com deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/223:15 pm -
1 stop24h 02m
Sun 9/277:50 am -
Nonstop3h 27m
Deal found 8/30![Multiple Airlines logo]()
$184
This Kiwi.com deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/223:15 pm -
1 stop24h 02m
Thu 9/247:50 am -
Nonstop3h 27m
Deal found 8/30![Multiple Airlines logo]()
$185
This Kiwi.com deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/233:50 pm -
1 stop21h 44m
Sun 9/277:50 am -
Nonstop3h 27m
Deal found 8/30![Multiple Airlines logo]()
$179
This CheapOair deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/243:20 pm -
Nonstop3h 05m
Sun 9/277:50 am -
Nonstop3h 27m
Deal found 9/1![Multiple Airlines logo]()
$178
This Kiwi.com deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2712:12 pm -
Nonstop3h 04m
Sun 10/45:11 pm -
1 stop25h 50m
Deal found 8/30![Frontier logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2712:12 pm -
Nonstop3h 04m
Thu 10/15:11 pm -
1 stop25h 50m
Deal found 8/31![Frontier logo]()
$183
This Kiwi.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/277:46 pm -
1 stop19h 41m
Fri 10/23:42 pm -
1 stop26h 19m
Deal found 9/2![Frontier logo]()
$269
This Kiwi.com deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/287:46 pm -
2 stops20h 36m
Thu 10/17:50 am -
Nonstop3h 27m
Deal found 9/1![Frontier logo]()
$181
This Kiwi.com deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/37:46 pm -
2 stops17h 48m
Sun 10/114:34 pm -
Nonstop3h 32m
Deal found 8/31![Frontier logo]()
$176
This Kiwi.com deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/123:41 pm -
1 stop23h 37m
Thu 10/154:34 pm -
Nonstop3h 32m
Deal found 8/31![Multiple Airlines logo]()
$190
One-way flights from Jacksonville to CaribbeanSearch for one-way flight options from Jacksonville to Caribbean. Find affordable one-way fares based on user searches. Data last updated September 4, 2026.
Search for one-way flight options from Jacksonville to Caribbean. Find affordable one-way fares based on user searches. Data last updated September 4, 2026.
This Frontier deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2712:12 pm -
Nonstop3h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/31![Frontier logo]()
$64
This Kiwi.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/412:12 pm -
Nonstop3h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Frontier logo]()
$75
This Super.com deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2412:12 pm -
Nonstop3h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/31![Frontier logo]()
$83
This Booking.com deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/189:01 pm -
Nonstop3h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/30![Frontier logo]()
$84
This Kiwi.com deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/307:46 pm -
1 stop20h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/1![Frontier logo]()
$91
This Kiwi.com deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/112:12 pm -
Nonstop3h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/1![Frontier logo]()
$94
This Kiwi.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/287:46 pm -
1 stop17h 54m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Frontier logo]()
$97
This Kiwi.com deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/226:20 pm -
1 stop21h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/1![Frontier logo]()
$99
This Delta deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/306:00 am -
1 stop7h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Delta logo]()
$122
This American Airlines deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/306:50 am -
2 stops6h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![American Airlines logo]()
$127
This American Airlines deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/75:08 pm -
2 stops20h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/30![American Airlines logo]()
$143
This Kiwi.com deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/67:03 pm -
2 stops38h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/1![Multiple Airlines logo]()
$160
Find flight deals from Jacksonville to Caribbean
Keep the following information in mind while searching for Jacksonville to Caribbean flight deals. Data was last updated September 4, 2026.
Round-trip from | $176 (Kiwi.com) |
|---|---|
One-way from | $64 (Frontier) |
Popular in | December |
Cheapest in | September |
Average price | $235 |
Good round-trip deal | $240 or less |
Good one-way deal | $98 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Jacksonville to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated September 4, 2026.
Use the filters below to find and compare flights from Jacksonville to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
JacksonvilleSan Juan
JAX Jacksonville - SJU San Juan Luis Munoz Marin Intl
JAXSJU
Jacksonville
Wed 10/28
1:43 pm-4:45 pm
Nonstop3h 02m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$114
JacksonvilleSan Juan
JAX Jacksonville - SJU San Juan Luis Munoz Marin Intl
JAXSJU
Jacksonville
Wed 12/2
4:25 pm-8:27 pm
Nonstop3h 02m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$114
JacksonvilleSan Juan
JAX Jacksonville - SJU San Juan Luis Munoz Marin Intl
JAXSJU
Jacksonville
Fri 10/2
3:20 pm-6:25 pm
Nonstop3h 05m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$114
JacksonvilleNassau
JAX Jacksonville - NAS Nassau Intl
JAXNAS
Jacksonville
Wed 9/30
6:00 am-1:53 pm
1 stop7h 53m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$122
JacksonvilleNassau
JAX Jacksonville - NAS Nassau Intl
JAXNAS
Jacksonville
Fri 11/6
6:00 am-1:43 pm
1 stop7h 43m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$122
JacksonvilleSan Juan
JAX Jacksonville - SJU San Juan Luis Munoz Marin Intl
JAXSJU
Jacksonville
Fri 10/30
4:40 pm-1:25 am
2 stops8h 45m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$124
JacksonvilleSan Juan
JAX Jacksonville - SJU San Juan Luis Munoz Marin Intl
JAXSJU
Jacksonville
Fri 11/6
3:35 pm-12:55 am
2 stops8h 20m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$124
JacksonvilleSan Juan
JAX Jacksonville - SJU San Juan Luis Munoz Marin Intl
JAXSJU
Jacksonville
Sun 11/1
12:48 pm-4:50 pm
Nonstop3h 02m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$124
JacksonvilleSan Juan
JAX Jacksonville - SJU San Juan Luis Munoz Marin Intl
JAXSJU
Jacksonville
Thu 11/5
12:48 pm-4:50 pm
Nonstop3h 02m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$124
JacksonvilleSan Juan
JAX Jacksonville - SJU San Juan Luis Munoz Marin Intl
JAXSJU
Jacksonville
Mon 9/28
3:20 pm-6:25 pm
Nonstop3h 05m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$124
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Jacksonville to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from Jacksonville with our price prediction graph.
JAX-SJU
JAX-MBJ
JAX-NAS
JAX-SXM
JAX-AUA
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Jacksonville to Caribbean
JAX-0CB
JAX-SJU
JAX-MBJ
JAX-NAS
JAX-SXM
What is the cheapest month to book a flight from Jacksonville to Caribbean?
Currently, May is the cheapest month in which you can book a flight from Jacksonville to Caribbean (average of $340). Flying from Jacksonville to Caribbean in March is currently the most expensive (average of $503). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from JAX to CB?
Find hourly flight availability from Jacksonville to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 4, 2026.
When flying from Jacksonville to Caribbean, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 24% versus a flight in the afternoon.
How far ahead should I book a flight from Jacksonville to Caribbean?
The price you pay for your flight from Jacksonville to Caribbean may vary depending on when you book. For the best chance of a lower fare, look to book 81 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest day to fly from Jacksonville to Caribbean?
Use this chart to determine the cheapest time to fly round-trip from Jacksonville to Caribbean. Price data was last updated on August 29, 2026.
Travelers seeking maximum savings on their Jacksonville to Caribbean flight should consider departing on Tuesday mornings when fares are most often at their lowest. Wednesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Caribbean
Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated September 4, 2026.
Get a feel of what it's like to fly with Delta,United Airlines, andAmerican Airlines from Jacksonville to Caribbean by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.5
Overall
7.8
Boarding
8.1
Comfort
7.8
Entertainment
7.8
Food
7.2
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
Crew
8.5
Overall
7.8
Boarding
8.1
Comfort
7.8
Entertainment
7.8
Food
7.2
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
Crew
8.5
Overall
7.8
Boarding
8.1
Comfort
7.8
Entertainment
7.8
Food
7.2
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
Crew
8.5
Overall
7.8
Boarding
8.1
Comfort
7.8
Entertainment
7.8
Food
7.2
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
Crew
8.5
Overall
7.8
Boarding
8.1
Comfort
7.8
Entertainment
7.8
Food
7.2
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
Crew
8.5
Overall
7.8
Boarding
8.1
Comfort
7.8
Entertainment
7.8
Food
7.2
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
Related info for your journey
Find useful and relevant information for your journey from Jacksonville to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
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Alternative routes for Jacksonville to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Jacksonville to Caribbean by cabin class
Find flights from Jacksonville to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Jacksonville and Caribbean flights
Browse other Jacksonville and Caribbean flight options. Last updated on September 4, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Fly to Caribbean countries
Consider these flights traveling to countries located in Caribbean.
Jacksonville to Caribbean flights
Consider these flights traveling from Jacksonville to Caribbean.
Top 6 airlines flying from Jacksonville to Caribbean
Discover the top 6 airlines that operate flights from Jacksonville to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated September 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$613 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$128 | Average$338 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$198 | Average$519 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$233 | Average$605 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$248 | Average$492 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$273 | Average$512 | FlexibilityNo cancel fee | On-time63% |